If dinner at an Oak Cliff hot spot like Lucia is in your plans, go for a feminine skirt with laid back accessories, like an oversized woven bag by Diane Von Furstenberg. We based our version of this look on a tribal print skirt from Forever 21, and we added a soft suede-trimmed sweater by L'Agence, low-cut tank by Splendid, and lace up boots by Ralph Lauren to keep things simple but sexy.

Check out each of our five looks in the gallery to shop casually cool pieces that will wow your Valentine.